95188-91-3Relevant academic research and scientific papers
Synthesis of the cyclopentyl nucleoside (-)-neplanocin A from D-glucose via zirconocene-mediated ring contraction
Paquette, Leo A.,Tian, Zhenjiao,Seekamp, Christopher K.,Wang, Tony
, p. 1185 - 1198 (2007/10/03)
Two approaches for the conversion of D-glucose to (-)-neplanocin A (2), both based on the zirconocene-promoted ring contraction of a vinyl-substituted pyranoside, are herein evaluated (Scheme 1). In the first pathway (Scheme 1), the substrate possesses th
SYNTHETIC STUDIES ON NOGALAMYCIN: STEREOSPECIFIC C-5 ALKYLATION OF A SUGAR DERIVATIVE VIA CLAISEN REARRANGEMENT AND A NEW ROUTE TO 1,1,4-TRIALKOXYBUTA-1,3-DIENES.
Vatele, J.-M.
, p. 4443 - 4450 (2007/10/02)
Claisen rearrangement of the 4-methoxybutadienylether of the allylic alcohol 13 which was made in 15 steps from D-glucose, afforded one major aldehyde 17 or 18 in good yield.All attempts to oxidize to an acid were unsuccessful.The model compound 24 and compound 13, were converted respectively to the α, β-unsaturated esters 25 and 26.Compound 25 was further transformed into 1,1,4-trialkoxybuta-1,3-diene 27 which was found unreactive towards quinones.
SYNTHESIS OF 2,3-ANHYDRO- AND 3,4-ANHYDRO-HEXOPYRANOSIDES HAVING A METHYL BRANCH ON THE OXIRANE RING, AND THEIR REACTIONS WITH SOME LITHIUM METHYLCUPRATE REAGENTS
Yoshimura, Juji,Kawauchi, Nobuya,Yasumori, Toshio,Sato, Ken-Ichi,Hashimoto, Hironobu
, p. 255 - 274 (2007/10/02)
Three 2,3-anhydroaldohexopyranosides having a 2-C-methyl or 3-C-methyl branch, as well as three 3,4-anhydroaldohexopyranosides having a 3-C-methyl (7) or 4-C-methyl branch, were newly synthesized.The reactions of these, together with those of a known 3-C-
